title: Design and synthesis of pironetin analogues with simplified structure and study of their interactions with microtubules.
abstract: The preparation of a series of pironetin analogues with simplified structure is described. Their cytotoxic activity and their interactions with tubulin have been investigated. It has been found that, while less active than the parent molecule, the pironetin analogues still share the mechanism of action of the latter and compete for the same binding site to α-tubulin. Variations in the configurations of their stereocenters do not translate into relevant differences between biological activities.
authors.affiliation: Department de Q. Orgánica, University de Valencia, c/ D. Moliner 50, E-46100 Burjassot, Valencia, Spain. alberto.marc@uv.es
authors.forename: J Alberto
authors.initials: JA
authors.lastname: Marco
authors.forename: Jorge
authors.initials: J
authors.lastname: García-Pla
authors.forename: Miguel
authors.initials: M
authors.lastname: Carda
authors.forename: Juan
authors.initials: J
authors.lastname: Murga
authors.forename: Eva
authors.initials: E
authors.lastname: Falomir
authors.forename: Chiara
authors.initials: C
authors.lastname: Trigili
authors.forename: Sara
authors.initials: S
authors.lastname: Notararigo
authors.forename: J Fernando
authors.initials: JF
authors.lastname: Díaz
authors.forename: Isabel
authors.initials: I
authors.lastname: Barasoain
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D049109:Cell Proliferation / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D015195:Drug Design; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D008870:Microtubules / Q000737:chemistry / Q000187:drug effects*; D015394:Molecular Structure; D011753:Pyrones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D014404:Tubulin / Q000737:chemistry / Q000378:metabolism; D014407:Tumor Cells, Cultured
chemical_list: D000970:Antineoplastic Agents; D011753:Pyrones; D014404:Tubulin; C088446:pironetin